Formaldehyde → HCID 14697377, compound

HRID 1904508Notes

Reaction equation

HRID 1904508 reaction equation
C(=O)([O-])[O-].[K+].[K+].C=O.C[C:10](O)([C:12]#[N:13])C.P(=O)(O)(O)O.[CH3:20][C:21]1([CH3:40])[CH2:26][CH:25]([NH:27][C:28](=[O:37])[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])[CH2:24][C:23]([CH3:39])([CH3:38])[NH:22]1>C(=O)([O-])[O-].[K+].[K+].C(O)C>[C:12]([CH2:10][N:22]1[C:21]([CH3:20])([CH3:40])[CH2:26][CH:25]([NH:27][C:28](=[O:37])[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])[CH2:24][C:23]1([CH3:39])[CH3:38])#[N:13]

Participants

8

Reactant 5

HCID 712FormaldehydeHCID 1004Phosphoric AcidHCID 6406Acetone CyanohydrinHCID 11430Potassium CarbonateHCID 14697360HCID 14697360, compound

Product 1

HCID 14697377HCID 14697377, compoundYield 82.3%

Reagents, catalysts & solvents 2

HCID 11430Potassium CarbonateCatalystHCID 702EthanolSolvent2×

Procedure

15 ml of ethanol saturated with potassium carbonate, 18 g of paraformaldehyde, 1.43 g of potassium carbonate and 51 g of acetonecyanohydrin were stirred at 25° C. for 2 h and then brought to pH 6 with 85% strength phosphoric acid. 75 ml of ethanol and 88 g of N-[2,2,6,6-tetramethyl-4-piperidinyl]pelargonamide were added, and the mixture was refluxed for 6.5 h. The reaction mixture was filtered, the filtrate was concentrated and the residue was recrystallized from n-heptane to give 82 g of N-[1-cyanomethyl-2,2,6,6-tetramethyl-4-piperidinyl]pelargonamide having a melting point of 68° C.

Workup

  1. temperaturethe mixture was refluxed for 6.5 h
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated
  4. customthe residue was recrystallized from n-heptane

Sources & evidence

ORD record
ord-b938c1099d0d4e8fa745ec54e787b9ea
Source dataset
uspto-grants-1989_06
Patent number
US04837403

Reaction notes

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